Scary Travels - Vacation Rentals in Shenandoah

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. From US $298
         

Modern NY Home w/Views By Hudson Valley Hiking! From US $377
         

|
10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Sports/Activities
SpringHill Suites by Marriott Fishkill From US $184
         

|
9.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill From US $102
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
2 Full Beds | Non-Smoking, Kitchen From US $127
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Studio 6 Fishkill|King bed|Hearing Access|Kitchen From US $125
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen From US $121
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill From US $116
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Luxury Places to Stay in Shenandoah

Over 105+ Luxury Places to Stay in or Near Shenandoah
The Mansion at Willow Lake From US $2,018
         

Magnificent historic mansion on 12 acres From US $824
         

Hickory on Willow Lake From US $766
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cold Spring Mountain Retreat: Secluded Oasis From US $753
         

Chestnut on Willow Lake From US $707
         

9.6 (4 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Barbecue/Outdoor Cooking

Top-Rated Vacation Rentals with a Pool in Shenandoah

Over 32+ Top-Rated Vacation Rentals with a Pool in or Near Shenandoah
Modern Spacious Apartment From US $190
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Brinckerhoff Inn From US $338
         

|
9.6 (61 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Fishkill From US $180
         

|
9.4 (416 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Fishkill From US $281
         

|
9.0 (268 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Fishkill Inn & Suites From US $195
         

|
8.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Fishkill From US $211
         

|
8.7 (69 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Fishkill From US $151
         

|
8.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Fishkill From US $132
         

8.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Shenandoah

Over 36+ Pet-Friendly Vacation Rentals in or Near Shenandoah
1 Queen Bed | Non-Smoking, Kitchen From US $116
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Dog-Friendly Fishkill Tiny House in Wine Country From US $328
         

|
9.7 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Pet-friendly Hopewell Junction Apt w/Grill! From US $229
         

|
4.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen From US $128
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Queen bed, RI Shower, Nsmk|Kitchen|Studio 6 Fishkill From US $103
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Dog-Friendly Fishkill Tiny House in Wine Country From US $288
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Enchanting Lake front chalet with backyard and fire pit. Dog friendly. From US $380
         

10.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Shenandoah

Over 16+ Large Vacation Homes & Villas in or Near Shenandoah
Tranquil 4-bedroom house in welcoming Poughquag neighborhood From US $336
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Magnificent historic mansion with amazing barn From US $1,642
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Shenandoah

Over 13+ Wheelchair Accessible Vacation Homes in or Near Shenandoah
Serenity Escape in Hudson Valley. From US $126
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG From US $326
         

Courtyard by Marriott Fishkill From US $142
         

|
8.8 (773 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Hyatt House Fishkill-Poughkeepsie From US $318
         

|
8.2 (263 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Spark by Hilton Fishkill From US $107
         

|
8.2 (116 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Hampton Inn Fishkill From US $379
         

|
8.2 (226 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Studio 6 Extended Stay Fishkill Westage Center NY From US $88
         

6.2 (972 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Courtyard by Marriott Fishkill From US $122
         

|
8.1 (55 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Shenandoah Vacation Rentals and Airbnb Places to Stay Under $200

Over 12+ Shenandoah Vacation Rentals and Airbnb Places to Stay Under $200
1 Queen Bed | Non-Smoking, Kitchen From US $128
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Spark by Hilton Fishkill From US $134
         

|
7.7 (49 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Cozy, Historical Cottage on The Appalachian Trail From US $200
         

8.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Pet-Friendly Hopewell Junction Apt w/Grill! From US $195
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hopewell Junction Apartment w/Community Pool From US $195
         

4.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Inn at Forge Brook 1818 From US $200
         

New
Apartment
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Lake House with indoor spa, 1 hour from Manhattan From US $150
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
2-bdrm w/ Deck 1 Hr. from NYC! From US $150
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Shenandoah

Over 19+ Instantly Bookable Vacation Homes in or Near Shenandoah
Rustic Cabin in Fishkill! From US $454
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Charming Cabin in Fishkill! From US $422
         

East Fishkill Escape, Close to Red Wing Park! From US $213
         

Charming Cabin in Fishkill! From US $461
         

9.6 (4 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

About Shenandoah Vacation Rentals

With more than 114 Shenandoah vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Scarytravels and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Shenandoah.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Scarytravels Shenandoah, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Shenandoah. Places to stay near Shenandoah are 835.54 ft² on average, with prices averaging US $407 a night.

Scarytravels makes it easy and safe to find and compare vacation rentals in Shenandoah with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Shenandoah

Type Count
Vacation Homes 55
Holiday Apartments 27
Hotels 23
Cabin Rentals 6
Villas 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Shenandoah

Pro Tip: Scarytravels makes it easy to compare the best listings on Scarytravels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Scarytravels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Shenandoah.

Weather in Shenandoah

View the weather forecast for Shenandoah before booking your Shenandoah Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Shenandoah Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Shenandoah?
How many vacation rentals are available in Shenandoah?

Currently, the total number of properties listed in 2026 is over 114 in the Shenandoah area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shenandoah.